A list of 30+ fun events in the Kitchener-Waterloo Region during May, including fun family activities, festivals, live music, adult events and more!
Mother’s Day is coming up and you don’t want to be caught empty-handed! But don’t worry, there are tons of ways to make your ... »
Victoria day weekend events & activities in and around Kitchener-Waterloo Region including free fun family & kids’ activities, live music, theatre & performing arts, sports and exhibitions. »
Portuguese Club Of Cambridge, 870 Townline Rd, Cambridge
May 30, 2026
30
Journey of the Monarchs Summit is a not-for-profit, community-driven event designed for professionals, entrepreneurs, and newcomers to build meaningful connections and grow. Featuring 6 speakers, a panel discussion, ... »
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Maureen Forrester Recital Hall, 75 University Ave W., Waterloo
May 30, 2026
$10 - $40
Our Gala finale for 2025 2026 – a mash-up exploration of three “eccentric” composers, their incredible influence, in their time, in the world today and upon each other. Originals, re-imaginations…. ... »
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Chudleigh’s Entertainment Farm, 9528 Regional Road 25, Halton Hills, Halton
May 29, 2026 To October 31, 2026
(905) 878-9547
$13 - $14.50
Take a walk in the orchard garden, enjoy a wagon ride around the farm, stop by the playground and run on our haybales, visit friendly farm animals ... »
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Guelph Youth Music Centre, 75 Cardigan Street, Guelph
May 29, 2026
519-993-7591
$20 to $55 single & series tickets available
Cellist Katie Schlaikjer joins violinist Sadie Fields and Guelph Musicfest director/pianist Ken Gee as the new member of the Festival Trio, which has been performing since 2014. ... »
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Bingemans Marshall Hall, 425 Bingemans Centre Dr, Kitchener
May 23, 2026
$5.50
The Waterloo Region Women’s Expo is a vibrant celebration of connection, creativity, and community. Bringing together inspiring speakers, local women-led businesses, and interactive experiences, it’s ... »
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Carl Zehr Square 200 King St W, Kitchener/ Gaukel Block, 44 Gaukel St
May 22, 2026 To August 28, 2026
Free
DTK Latin Heat 2026 brings a full summer of free outdoor dancing, music, movement, and Latin vibes. Each evening features a free dance lesson followed by social dancing, ... »
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Guelph Youth Music Centre, 75 Cardigan Street, Guelph
May 22, 2026
519-993-7591
$20 to $55
Schmaltz & Pepper is a uniquely virtuosic and entertaining chamber ensemble performing original music inspired by Klezmer, Yiddish Swing, Jazz and Classical music. This groundbreaking ensemble features ... »
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Marden Park, 7384 Marden Rd, Guelph
May 22, 2026 To May 28, 2026
$15.00 per student
The Waterloo Wellington Children’s Groundwater Festival is an annual week-long event that brings government, industry and educators together to teach children the importance of groundwater and ... »
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Guelph Youth Music Centre - Recital Hall, 75 Cardigan Street, Guelph
May 22, 2026 To June 19, 2026
Full Concert Series $90 - $240
It’s Guelph Musicfest’s 20th Anniversary! In celebration, this season features a dynamite lineup of great composers and superlative musicians, all designed to lift your spirits ... »
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Grey Silo Golf Course, 2001 University Avenue East, Waterloo
May 12, 2026
519-279-4669
Complimentary
Get ready for an unforgettable in-person event where luxury meets adventure. Dive into the world of high-end travel with exclusive experiences, top-notch destinations, and expert advice… all ... »
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The Kitchener Auditorium, 400 East Avenue, Kitchener
May 9, 2026
519-571-1418
$2 to free
Everyone is welcome at the KW Gem & Mineral Show & Sale. You will find rocks, minerals, gemstones, fossils, fluorescent specimens, beads, and gemstone jewelry. Activities for children. »
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HH - J.G. Hagey Hall of the Humanities, 200 University Avenue West, Waterloo
May 8, 2026 To May 10, 2026
$41.28
Don't miss this electrifying concert series featuring over 150 of Canada's most exciting young performers - backed by a full live band - as our incredible Senior & Junior ... »
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St. Jacobs Farmers' Market Station, 330 Farmers Market Road, Waterloo
May 2, 2026
$144.45
Step aboard our heritage train and take a journey through the picturesque countryside between St. Jacobs and Elmira, where cherry-inspired delights await. Settle into the cozy ambiance ... »
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Brae Ridge Farm & Sanctuary, 7667 Maltby Rd E, Guelph
April 26, 2026 To September 27, 2026
2269244065
$60 per person
Alpaca Yoga! Escape to our enchanting farm and immerse yourself in a truly unique experience like no other. Picture this: You arrive at our serene farm, greeted ... »
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Drayton Entertainment Youth Academy, 145 Northfield Dr W, Waterloo
April 21, 2026 To June 13, 2026
519-804-1100
$88-$152
Spring Session kicks off April 21! Step into 8 weeks of creativity, confidence, and hands-on theatre fun. From high-energy Musical Theatre to imaginative Acting & Improv and behind-the-scenes magic ... »
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Our Lady of Mount Carmel Academy, 2483 Bleams Road, New Hamburg
April 18, 2026 To June 16, 2026
226-698-7982
$15 to $20
Our Lady of Mount Carmel Academy (2483 Bleams Rd, New Hamburg, Ontario) is holding its 2nd Annual Licensed Raffle Licence No. RAF1529638), featuring a brand-new 2026 Chevrolet Trax and $4,000 ... »
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Brae Ridge Farm & Sanctuary, 7667 Maltby Road East, Guelph
January 14, 2026 To December 31, 2026
2269244065
$125 - $195
Embark on an unforgettable adventure with our exclusive private tour, designed for up to 5 guests (expandable to 8 for a small additional fee). Experience the thrill of meeting ... »
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